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Salicin

Salicin

Synopsis, Chemistry

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1 USP Standards, 1 Other Ref. Standards

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Also known as: 138-52-3, Salicoside, Salicine, D-(-)-salicin, Salicyl alcohol glucoside, D(-)-salicin

Molecular Formula

C₁₃H₁₈O₇

Molecular Weight

286.28 g/mol

InChI Key

NGFMICBWJRZIBI-UJPOAAIJSA-N

FDA UNII

4649620TBZ

salicin is a natural product found in Salix atrocinerea, Salix candida, and other organisms with data available.

1 2D Structure

Salicin

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol

2.1.2 InChI

InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1

2.1.3 InChI Key

NGFMICBWJRZIBI-UJPOAAIJSA-N

2.1.4 Canonical SMILES

C1=CC=C(C(=C1)CO)OC2C(C(C(C(O2)CO)O)O)O

2.1.5 Isomeric SMILES

C1=CC=C(C(=C1)CO)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O

2.2 Other Identifiers

2.2.1 UNII

4649620TBZ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Salicyl Alcohol Glucoside

2.3.2 Depositor-Supplied Synonyms

1. 138-52-3

2. Salicoside

3. Salicine

4. D-(-)-salicin

5. Salicyl Alcohol Glucoside

6. D(-)-salicin

7. (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(2-(hydroxymethyl)phenoxy)tetrahydro-2h-pyran-3,4,5-triol

8. 2-(hydroxymethyl)phenyl Beta-d-glucopyranoside

9. Saligenin Beta-d-glucopyranoside

10. Saligenin-beta-d-glucopyranoside

11. D-salicin

12. Alpha-hydroxy-o-tolyl Beta-d-glucopyranoside

13. Salicinum

14. 2-(hydroxymethyl)phenyl-beta-d-glucopyranoside

15. Nsc 5751

16. O-(hydroxymethyl)phenyl Beta-d-glucopyranoside

17. Beta-d-glucopyranoside, 2-(hydroxymethyl)phenyl

18. Benzyl Alcohol, O-hydroxy-, O-glucoside

19. Ai3-19099

20. Spectrum1502255

21. B-d-glucopyranoside, 2-(hydroxymethyl)phenyl

22. Chebi:17814

23. Nsc-5751

24. D-()-salicin

25. (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-[2-(hydroxymethyl)phenoxy]oxane-3,4,5-triol

26. 4649620tbz

27. Sdccgmls-0066698.p001

28. Ncgc00142605-01

29. Mfcd00006590

30. (2r,3s,4s,5r,6s)-2-(hydroxymethyl)-6-(2-(hydroxymethyl)-phenoxy)tetrahydro-2h-pyran-3,4,5-triol

31. Smr000112301

32. Salicin [usp]

33. Sr-05000001594

34. Salicin (6ci,8ci)

35. Einecs 205-331-6

36. Delta-salicin

37. Unii-4649620tbz

38. 2-(hydroxymethyl)phenyl Hexopyranoside

39. Saligenin Glucoside

40. Sa0

41. D-(?)-salicin

42. Spectrum_001230

43. 2-(hydroxymethyl)phenyl-.beta.-d-glucopyranoside

44. Salicin [inci]

45. Salicin [mi]

46. Salicinum [hpus]

47. Spectrum2_000756

48. Spectrum3_000948

49. Spectrum4_001058

50. Spectrum5_000971

51. Bmse000315

52. Salicyl Alcohol-b-glucoside

53. Saligenin Bet.-d-glucoside

54. D-salicin [usp-rs]

55. Schembl24936

56. Kbiogr_001356

57. Kbioss_001710

58. Saligenin-b-d-glucopyranoside

59. Mls000563050

60. Mls001306490

61. Divk1c_000030

62. S0625_sigma

63. Spbio_000772

64. Chembl462997

65. Megxp0_000685

66. Salicin (salicoside, Salicine)

67. Acon1_000373

68. Hms500b12

69. Kbio1_000030

70. Kbio2_001710

71. Kbio2_004278

72. Kbio2_006846

73. Kbio3_002016

74. Dtxsid10883326

75. Ninds_000030

76. Hms1921p08

77. Hms2092f14

78. Hms2268j11

79. Hms3884b15

80. Pharmakon1600-01502255

81. Hy-n0149

82. Saligenin Beta-delta-glucopyranoside

83. Saligenin-beta-delta-glucopyranoside

84. Zinc3847505

85. D-(-)-salicin, Analytical Standard

86. Ccg-40332

87. Nsc758201

88. S2351

89. Zinc03847505

90. Akos004907439

91. Ac-8042

92. Cs-8027

93. D-(-)-salicin, >=99% (gc)

94. Nsc-758201

95. Idi1_000030

96. Ncgc00142605-02

97. Ncgc00142605-04

98. (2s,4s,5s,3r,6r)-6-(hydroxymethyl)-2-[2-(hydroxymethyl)phenoxy]-2h-3,4,5,6-tet Rahydropyran-3,4,5-triol

99. Salicyl Alcohol Glucoside [who-dd]

100. Sbi-0051746.p002

101. 2(hydroxymethyl)phenyl-beta-d-glucopyranoside

102. N1880

103. S0003

104. Sw219123-1

105. C01451

106. 2-(hydroxymethyl)-phenyl-beta-d-glucopyranoside

107. 2-(hydroxymethyl)phenyl-&beta-d-glucopyranoside

108. 2-(hydroxymethyl)phenyl-o-beta-d-glucopyranoside

109. Ab00052296_07

110. 138s523

111. Q419173

112. Sr-05000001594-1

113. Sr-05000001594-2

114. Brd-k64614248-001-02-4

115. Brd-k64614248-001-06-5

116. Ead32be1-198e-432c-9f44-dc0dc9a3305b

117. Salicin, European Pharmacopoeia (ep) Reference Standard

118. D-salicin, United States Pharmacopeia (usp) Reference Standard

119. Wurcs=2.0/1,1,0/[a2122h-1b_1-5_1*o(c^zc^zc^zc^zc^zc^e$3)/4co]/1/

120. 2-(hydroxymethyl)phenyl-beta-d-glucopyranoside, Salicoside, Salicyl Alcohol Glucoside, Saligenin Beta-d-glucoside

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₁₃H₁₈O₇
Molecular Weight	286.28 g/mol
XLogP3	-1.2
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	4
Exact Mass	286.10525291 g/mol
Monoisotopic Mass	286.10525291 g/mol
Topological Polar Surface Area	120 Å²
Heavy Atom Count	20
Formal Charge	0
Complexity	300
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Cyclooxygenase Inhibitors

Compounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes. (See all compounds classified as Cyclooxygenase Inhibitors.)